Meet Siena

Siena is the first intelligence layer for customer experience. Were creating an operating system of AI agents that learn, remember, and act across every customer touchpoint—from support conversations to shopping experiences to voice and social media interactions.

Siena doesnt just automate support; it powers shopping agents, builds persistent customer memory, generates actionable business insights, and creates empathetic interactions that feel human.

Were transforming how businesses understand and connect with their customers, turning every interaction into intelligence that makes the next one better.

The team

Were a small, distributed team that punches way above our weight. Every person here has outsized impact because weve built leverage into everything we do. This philosophy makes us faster and, frankly, more fun to work with.

If youre excited about building something that doesnt exist yet, keep reading. Were building agents that dont just respond to customers—they remember them, learn from every interaction, and connect experiences across channels.

Youll be the face of Siena to candidates - which means deeply understanding our product, our mission to build the intelligence layer for commerce, and what makes us different from every other AI company out there. Youre not just filling roles. Youre finding the people wholl build what customer experience becomes.

As Talent Operations Lead at Siena AI, youll own recruiting as we scale- closing great hires while building the systems that let us move faster.

What were looking for

Youre one who closes hard-to-fill roles and builds process as you go. Youve scaled hiring at startups before. You already use AI tools to accelerate your work and youve built automations to eliminate repetitive tasks.

You understand that recruiting at this stage means being hands-on with candidate work while systematizing in the background. You can run full-cycle recruiting and simultaneously document what works, build scorecards, optimize pipelines, and fix bottlenecks before they compound.

You have

• 4-6 years in recruiting, talent operations, or people ops
• At least 2 years in startup or high-growth environments
• Track record of closing 30+ hires/year while improving process
• Experience with modern ATS platforms (Ashby, Lever, Greenhouse)
• AI-native mindset: you already use Claude, ChatGPT, or similar tools daily to accelerate your work
• Automation fluency: youve built workflow automations using no-code platforms
• Comfortable hiring remotely and globally

You thrive when

• Closing a great candidate who was hard to find
• Eliminating a manual process that was slowing everyone down
• Figuring out whats broken in the hiring funnel and fixing it before it compounds
• Building infrastructure - automated workflows, evaluation frameworks, and processes that scale without adding headcount
• Designing yourself out of the repetitive parts while keeping the high-judgment work

What youll do

• Run full-cycle recruiting across engineering, product, operations, and go-to-market
• Conduct screens, coordinate interviews, manage candidate experience, and close offers
• Use AI and automation to streamline screening, scheduling, and follow-ups
• Partner with hiring managers to calibrate on what "amazing" looks like for each role
• Build evaluation frameworks and scorecards that help us assess talent consistently
• Track metrics: time-to-hire, source quality, pass-through rates, offer acceptance
• Optimize sourcing channels - figure out where our best hires come from and double down
• Document what works so we can scale intelligently
• Hire and train additional recruiting support as we grow

Most recruiting functions collapse when startups scale. Were building a hiring function that combines human judgment with AI acceleration - so we can scale without adding chaos.

You will close great people, build systems that work, and shape what recruiting looks like when AI is part of the workflow.

Why Siena?

• Meaningful impact. Your work directly shapes our product and company.
• Globally distributed team working at the bleeding edge of CX and AI.
• Great salary plus the opportunity for equity or stock grants.
• Learning budget. If youre growing, so are we.
• The thrill of building something new. Join us at a stage where your contributions matter most.
• AI-fluency. Make AI your second nature.
• Tackle unsolved problems. We’re redefining how customer experience will look like in the next decades.

Our values

The people who thrive here are curious, customer-obsessed, and take ownership without being asked. They fix problems first and explain later. Theyre direct about feedback—both giving and receiving it—because they care more about getting things right than being polite.

They maintain high standards while moving at startup speed, and they build real relationships with teammates because they know thats how great work gets done. When things get tough, they adapt and keep pushing forward.

Our approach to AI

The people who thrive here treat AI like a natural extension of themselves. Theyve built their own ecosystem of agents - some for research, others for debugging, writing, analysis, or writing code. They know which AI works best for what problem.

Everyone gets premium accounts (ChatGPT, Claude, Perplexity Pro, Cursor, Lovable) plus a quarterly budget for new tools. But the magic happens in how we share knowledge. Demo days where someone shows off a clever workflows. Slack threads about which model handles a specific use case better. Learning from each others AI workflows.

At Siena, we’re not just looking for people who can do a job. We’re looking for people who want to break boundaries, create the future, and reshape industries. If that’s you, we look forward to your application.

Siena provides equal employment opportunities to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age, disability, genetics, sexual orientation, gender identity, or gender expression. We are committed to a diverse and inclusive workforce and welcome people from all backgrounds, experiences, perspectives, and abilities.